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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922739Generated: October 29, 2026

2-Methylbenzenesulfonic acid hydrate → 5-(4-Chlorobenzyl)-2-chloromethyl-2-methyl-cyclopentanone

https://huagongshe.com/reaction/922739

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methylbenzenesulfonic acid hydrateHCID 12496995—
Reactant1-(4-Chlorobenzyl)-3-chloromethyl-3-methyl-2-oxo-cyclopentancarboxylic acid methyl esterHCID 86718256—
SolventWaterHCID 962—
Product5-(4-Chlorobenzyl)-2-chloromethyl-2-methyl-cyclopentanoneHCID 8671825991.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

To 1.00 g of Compound 3-1-3 synthesized in Production Example 4, 0.578 g of toluenesulfonic acid monohydrate and 100 mg of water were added, and the resulting mixture was stirred in an oil bath of 120° C. for 1.5 hours. After the reaction, water was added to the reaction solution thus obtained, and extraction with ethyl acetate was then carried out. The extract was washed with an aqueous solution of sodium hydrogen carbonate and saturated brine. After the organic layer was dried over anhydrous sodium sulfate, the solvent was distilled away. The residue was purified by silica gel column chromatography to obtain 752 mg of Compound 4-1-3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278966B2
Source datasetuspto-grants-2016_03
ORD IDord-e83c17d032ee49ad9eed6a208d26cd9d
Source noteuspto-grants-2016_03